Ahoy, there! If you are looking for the perfect pair of pirate boots to set off your roguish swashbuckler ensemble, then you have come to the right place. Here at Medieval Collectibles, we carry a wide selection of high quality mens pirate footwear suitable for any character that sails the high seas. These buccaneer boots are made from fine materials like genuine leather and faux leather, and many come in black or brown color options. A number of these pirate captain boots feature a folded cuff along the top, and several display large buckles, buttons, or lacings as detail. Now you can dress up as Captain Jack Sparrow, Captain Kidd, or Blackbeard himself for your next Halloween party or theatrical performance. With a pair of these leather boots, you can look like a positively rakish sailor or a dashing commodore with ease!

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Buttoned Pirate Boots
Buttoned Pirate Boots

item # FW2116

Perfect for Pirates or Renaissance noblemen, the Buttoned Pirate Boots feature a striking look any man can enjoy. These knee high boots display a convertible upper cuff and a row of decorative silvery buttons along the outer side.

$51.99$75.00 Select options
Captain Jack Boots
Captain Jack Boots

item # FW1033

The Captain Jack Boots are sure to make any Pirate ensemble a hit! These boots are made from a synthetic leather and come up to the knee. These boots have a 1 inch heel and a non-slip sole. They are available in four sizes.

$70.00 Select options
Captain Redbeard Boots
Captain Redbeard Boots

item # MCI-3256

Lead a band of bloodthirsty buccaneers and rule the Seven Seas with the Captain Redbeard Boots as your preferred choice in footwear. This fine pair of period costume boots is suitable for an adventure into the Golden Age of Piracy.

$76.00 Select options
Cavalier Boots
Cavalier Boots

item # 101087

Our Cavalier Boots are a soft, stylish, all purpose period boot made of genuine leather. These boots have a fold-over cuff that can be worn up or down. They also have an all rubber non-slip soles and heel.

$161.00 Select options
Deluxe Buccaneer Boots
Deluxe Buccaneer Boots

item # FM-58699

With their worn look, these Deluxe Buccaneer Boots will certainly make you seem like an experienced sailor who has been around more than a few pirate ships. In addition to their look, they also feature pirate decorations on their surface.

$32.00 Add to cart
First Mate Boots
First Mate Boots

item # FW2011

Our Mens First Mate Boots are top quality footwear made from real leather. These leather Pirate Boots have the signature folded over cuffs and display a traditional style without modern zippers, perfect for any Buccaneer ensemble.

$117.00 Select options
Haddock Jackboots
Haddock Jackboots

item # MY100256

A sturdy yet stylish shoe, the Haddock Jackboots are a fantastic addition to historical reenactment looks and suitable for wear during LARP events. Made of synthetic, weather-proof leather, these boots are ready for anything.

$76.00 Select options
Men’s Ornate Captain Boots
Men’s Ornate Captain Boots

item # FW2075

Despite being thieves and raiders, pirates and their captains have the means to wear impressive and exquisite things like the Mens Ornate Captain Boots. The pirate boots have an aged look that is complemented by tasteful detailing.

$75.00 Select options
Mens Captain Hook Boots
Mens Captain Hook Boots

item # FW1017

Our Captain Hook Boots are the perfect addition to your medieval or pirate themed outfit. The boots have a folded cuff that offers a look that is a must for any pirate captain. With a low heel, these boots are great for many events.

$50.00 Select options
Mens Captain Sparrow Boots
Mens Captain Sparrow Boots

item # FW1016

Our Mens Captain Sparrow Boots are crafted from a supple synthetic leather and have a rounded toe and 1 inch heel. They are the perfect addition to your medieval or pirate themed outfit. The boots have a folded cuff.

$46.00 Select options
Mens Pirate Boots
Mens Pirate Boots

item # FW1014

Our Mens Pirate Boots are the perfect addition to your medieval or pirate outfit. These boots are crafted from a supple synthetic leather, have a rounded toe, and 1 inch heel. The boots have a folded look.

$45.00 Select options
Musketeer Boots
Musketeer Boots

item # FW2065

The Musketeer Boots are a soft, stylish all-purpose period boot made from durable synthetic leather. These boots have a large fold-over cuff that can be worn up or down. The Musketeer Boots offer all rubber non-slip soles and heel.

$75.00 Select options